(2S,3S,5R)-3-Azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid 9H-fluoren-9-ylmethyl ester | 209255-36-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2S,3S,5R)-3-Azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid 9H-fluoren-9-ylmethyl ester
• CAS: 209255-36-7
• 化学式: C₂₄H₂₁N₅O₅
• 分子量: 459.461
• InChiKey: DOARYCHVWWNEOP-HBMCJLEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  139.15
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,5R)-3-Azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid 9H-fluoren-9-ylmethyl ester 在 吡啶 、 硫化氢 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole 作用下， 以 乙腈 为溶剂， 反应 1.75h， 生成
  参考文献：
  名称：

  Synthesis of DNA analogues with novel carboxamidomethyl phosphonamide and glycinamide internucleoside linkages

  摘要：

  Thymidine oligonucleotide analogues with phosphodiester bonds fully substituted by carboxamidomethyl phosphonamide, or glycinamide linkages were synthesized on a solid support, and their hybridization properties toward DNA and RNA targets were determined by Tm analysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00153-x
• 作为产物：
  描述：

  9-芴甲醇 、 3'-azido-3'-deoxy-thymidine-5'-carboxylic acid 在 吡啶 、 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole 作用下， 反应 0.5h， 以95%的产率得到(2S,3S,5R)-3-Azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Synthesis of DNA analogues with novel carboxamidomethyl phosphonamide and glycinamide internucleoside linkages

  摘要：

  Thymidine oligonucleotide analogues with phosphodiester bonds fully substituted by carboxamidomethyl phosphonamide, or glycinamide linkages were synthesized on a solid support, and their hybridization properties toward DNA and RNA targets were determined by Tm analysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00153-x